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ChemicalBook CAS DataBase List 4-Methoxybenzoic acid

4-Methoxybenzoic acid synthesis

14synthesis methods
P-anisic acid was synthesized by using n-hexyl bromide, tri(n-hexyl) amine, para-methoxy toluene with cobalt chloride hexahydrate in about 9 h and also by a catalytic oxidation processs using p-methoxy toluene and propionic acid over a catalyst comprising of CoBr2.6H2O and MnBr2.4H2O with a reaction time of 20h. After this by changing the mole ratio of cobalt and manganese, p-anisic acid was synthesized by using p-methoxy toluene with oxygen or oxygen containing gas in the presence of acetic acid.
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Yield:100-09-4 100%

Reaction Conditions:

with (3,10,17,24-tetrasulfophthalocyaninato)cobalt(II) in water;acetonitrile at 20; under 760.051 Torr; for 150 h;UV-irradiation;Reagent/catalyst;Solvent;

Steps:



General procedure: For generation of the carboxylic acids, 5 × 10-4 mol ofthe required aldehyde and 8 × 10-6 mol of water-soluble photosensitizer were added to acetonitrile (7.5 ml) plus water (7.5 ml) in a test tube. The samples were irradiated under visible light (288 power LED lamps, 1 W, 2.3 V,59,660 Lux for 150 h at room temperature while bubblingair through the mixture (20 cm3 min-1). To prevente vaporation of the solvent, the photoreactor was equipped with a strong fan that kept the reaction temperature low and the test tube was closed with parafilm. The stability of the sensitizer was monitored by UV-Vis spectroscopy (Cintra 101) during the reaction, by following the Q band intensity of CoPcS. At the end of the reaction, the solvent was removed under vacuum, and the residue was separated by column chromatography (silica gel, n-hexane/EtOAc,13:1) to give the corresponding carboxylic acid products.

References:

Hajimohammadi, Mahdi;Ahmadi Khamesi, Zahra;Nosrati, Parisa [Transition Metal Chemistry,2019,vol. 44,# 2,p. 167 - 173]

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